| Mon12 May2025 |
|  | 12:30 | Athletics | ESAA County School Cup Round 1 | Prince Of Wales Stadium |
| |
| Tue13 May2025 |
|  | 09:30 | Handball U13A, U13A | v Regional Tournament | A |
| | 13:00 | Handball U15A | v Regional Tournament | A |
|  | 15:40 | Cricket U13A Mixed | v Chosen Hill School | A |
|  | 15:50 | Tennis | v Cheltenham Bournside School & Sixth Form Centre | H |
| |
| Wed14 May2025 |
| | 14:30 | Cricket 1st XI Mixed | v The Crypt School | A |
| | 14:30 | Cricket 2nd XI Mixed | v The Crypt School | H |
|  | 15:30 | Rounders U15A | v Cotswold School | A |
| | 16:00 | Cricket U12A Mixed | v The High School Leckhampton | A |
| |
| Thu15 May2025 |
| | 14:00 | Cricket U15A Mixed | v Balcarras School | H |
| | 15:30 | Rounders U15A | v Denmark Road High School | H |
| | 15:30 | Tennis | v Cheltenham Bournside School & Sixth Form Centre | A |
| | 15:40 | Cricket U13A Mixed | v Tewkesbury School | H |
| |
| Fri16 May2025 |
| | 13:00 | Athletics | Cheltenham District Championships | Prince Of Wales Stadium |
| |
| Sat17 May2025 |
| | 10:00 | Cricket U14A Mixed, U13A Mixed | v The Crypt School | A |
| | 10:00 | Cricket U15A Mixed, U12A Mixed | v The Crypt School | H |
| |
| Mon19 May2025 |
| | 14:15 | Cricket U15A Mixed | v St Edward's School, Cheltenham | H |
| | 16:00 | Rounders U14A, U13A, U12A | v The High School Leckhampton | H |
| |
| Thu22 May2025 |
| | 15:30 | Cricket U15A Mixed | v The High School Leckhampton | A |
| | 15:45 | Cricket U13A Mixed | v Pittville School | H |
| |
| Mon2 Jun2025 |
| | 15:50 | Cricket U15A | v Newent School | H |
| | 15:50 | Rounders U14A, U13A, U12A | v Cotswold School | H |
| | 16:00 | Cricket U14A Mixed | v The High School Leckhampton | A |
| | 16:00 | Cricket U14A Mixed | v The High School Leckhampton | H |
| |
| Tue3 Jun2025 |
| | 13:50 | Cricket U12A | v Triangular tournament | H |
| |
| Wed4 Jun2025 |
| | 13:00 | Athletics | Year 9 Championships | Prince Of Wales Stadium |
| |
| Thu5 Jun2025 |
| | 14:30 | Cricket 1st XI Mixed, U15A Mixed, U14A Mixed | v Dean Close School | A |
| | 14:30 | Cricket 2nd XI, 2nd XI Mixed | v Dean Close School | H |
| |
| Sat7 Jun2025 |
| | 08:30 | Tennis U18A, U15A, U13A | v Cheltenham School Girls Doubles Cheltenham Ladies College | A |
| | 08:30 | Tennis U18A | v Cheltenham Ladies' College | A |
| | 10:30 | Cricket U13A Mixed, U12A Mixed | v King's School Gloucester | H |
| |
| Wed11 Jun2025 |
| | 13:00 | Athletics | Minor Girls Championships | Prince Of Wales Stadium |
